Winter Looks

STYLE SPOTLIGHT

Women's Denim Bottoms

Women's Sweaters & Cardigans

Women's Jackets

Trendy & New Winter Outfits for Women

Refresh your wardrobe this season with women’s winter outfits and chic styles from Windsor! Embrace the colder months in trendsetting clothes, shoes, and accessories perfect for layering. Winter is all about standout style, so explore winter dresses in mini, midi, and long silhouettes to create stylish holiday outfits. Discover the latest sweater dresses, floral and plaid prints, and classic fabrics like satin, lace, and velvet for holiday parties and winter formals. For an effortlessly cozy vibe, shop trendy sweater dresses, ruched details, and luxe marble and swirl prints.

Find endless winter outfit ideas in Windsor’s collection, featuring this season’s top winter fashion trends. Refresh your look with rich hues like burgundy, plum, hunter green, and oatmeal brown, perfect for any occasion. Style up your casual outfits with soft, cozy sweaters and long-sleeve tops for layering. Keep warm with essential winter layers like plaid shackets, oversized flannels, and sherpa-lined jackets. Complete your everyday winter style with matching sets, long dusters, and statement jackets, like a faux sherpa coat or rhinestone-studded denim jacket, to capture your best winter look.

No winter closet is complete without women’s jeans and chic winter bottoms. Choose dark wash jeans or faux leather leggings to add an edgy twist, or go for paperbag trousers in stylish tie-waist designs. Mix and match plaid mini skirts and faux suede skirts with bodysuits, long-sleeve tops, or cardigans to create versatile looks for family gatherings, work parties, and date nights. Step out in elevated plaid pants, wide-leg jumpsuits, or sleek catsuits to stay on-trend this season.

Complete your winter outfits with must-have accessories. Explore a variety of scarves, berets, and stylish boots, from knee-high boots to heeled booties, perfect for holiday gatherings and outdoor winter activities. Add layered necklaces, bold earrings, and trendy belts to glam up your look. Style up for the season with ankle booties, cowboy boots, and thigh-high boots to make a statement. With quilted crossbody bags and chic clutches, Windsor has everything you need for women’s winter outfits to create looks you’ll love all season long.

How can I layer winter outfits to stay warm without losing style?

Layering is key to winter style, and Windsor’s winter outfits make it easy to stay warm while looking chic. Start with basics like a fitted long-sleeve top or bodysuit, then add a cozy sweater or cardigan. Try layering a plaid shacket or an oversized faux sherpa coat for extra warmth. For dresses, layer a jacket over a sweater dress and finish the look with a scarf and knee-high boots. This approach keeps you comfortable without sacrificing style.

What fabrics are best for stylish winter outfits?

Fabrics like velvet, knit, sherpa, and faux leather are ideal for keeping warm and stylish this winter. Velvet and sherpa are soft and luxurious, perfect for holiday parties and formal events. Knit fabrics, including chunky sweaters and long-sleeve tops, offer warmth and comfort for casual outings. For an edgier look, faux leather pants and skirts add a trendy vibe while keeping you insulated against the cold. Explore Windsor’s range of winter fabrics for outfits that suit every occasion.

What are some winter outfit ideas that can go from day to night?

Transitioning a winter outfit from day to night is all about versatile pieces. Start with a sweater and dark wash jeans for a casual day look, then swap the jeans for a plaid mini skirt and add heeled booties for the evening. Another option is to layer a faux leather jacket over a knit dress for a cozy day look, then add statement jewelry and knee-high boots to elevate it for a night-out look. Windsor’s collection has all the essentials you need to create winter outfits that easily adapt to any time of day.

What accessories should I add to complete my winter outfits?

Winter accessories not only add style but also warmth to any outfit. A plaid scarf, a cozy beret, or a chic knit hat will instantly elevate your winter look. Consider layering with jewelry like chain-link necklaces or hoops for a touch of glam. For footwear, try ankle booties or knee-high boots, which pair well with jeans, skirts, and dresses. And don’t forget a quilted handbag or crossbody purse to hold all your essentials in style!

How do I choose the right winter boots for different outfits?

Choosing the right boots depends on the look you’re going for. Ankle booties are versatile for casual looks and pair well with jeans or leggings. Knee-high and over-the-knee boots offer more coverage and look stunning with dresses, skirts, and holiday outfits. For a bold statement, try heeled booties or even cowboy boots with a plaid dress or faux leather skirt. Windsor’s boot collection has styles for every occasion from everyday wear to festive gatherings, and are designed with comfort in mind.

What are some comfortable yet stylish outfits for winter holidays and gatherings?

Comfort and style can go hand-in-hand for winter holiday events. A sweater dress with tights and knee-high boots creates a cozy but polished look for family gatherings. If you’re attending a holiday party, try a satin or velvet dress with an oversized blazer and heeled booties. Look for one-shoulder or single-sleeve styles for a modern twist on classic silhouettes. For casual gatherings, a matching plaid set or sherpa-lined jacket paired with dark jeans offers comfort and effortless style. Windsor’s winter collection has options for every event on your calendar this season.

  • Leopard Print Tights

    Keep it fierce with tights that will level up your look! They feature a high-rise waist and a fab leopard print design. Style these tights with a cute crop top and a faux leather mini skirt.

    Fit & Features

    • High-rise waist
    • Leopard print design
    • Moderate stretch


    Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.

    Style Number/Barcode: 07306-0111

    Category Name: Winter Looks

    Price: $2.97 $10.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Classic Checkered Scarf

    This chic checkered scarf will always be a classic style! It features neutral tones, fringe detailing at the hems, and is composed of a soft woven fabric. Layer this scarf with a faux leather jacket.

    Fit & Features

    • Neutral tones
    • Checkered print
    • Fringe detailing
    • Oversized fit
    • Woven fabric, no stretch

    Style Number/Barcode: 07305-0361

    Category Name: Winter Looks

    Price: $3.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendsetting Look Bucket Hat

    Top off your trendsetting look with this of-the-moment bucket hat! It features a traditional bucket hat design with a short brim and a soft faux fur material with an all-over cow print. Style this hat with a basic bodysuit and denim.

    Fit & Features

    • Traditional bucket hat design
    • Short brim
    • Faux fur material
    • Cow print

    Style Number/Barcode: 07302-0435

    Category Name: Winter Looks

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Moves Faux Leather Bucket Hat

    Make trendy moves when you top off your look with this chic bucket hat. It features a traditional bucket hat design with a short brim and a sleek faux leather material. Style this hat with combat boots.

    Fit & Features

    • Bucket hat design
    • Short brim
    • Faux leather material

    Style Number/Barcode: 07302-0423

    Category Name: Winter Looks

    Price: $5.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • All The Deets Faux Suede Top

    Stun with the details that take your look to the next level! The top features a collared neckline with a plunging bodice, a zipper front closure, corset-like seams at the hem, long sleeves, and a cropped hem. The top is composed of a faux suede fabric that offers a form hugging fit with a slight stretch. Complete look with cropped jeans and mules. 

    Fit & Features

    • Collared neckline
    • Zipper front closure
    • Long sleeves
    • Corset-like seams at the hem
    • Cropped hem
    • Faux suede fabric
    • Form hugging fit, slight stretch, runs true to size

    Style Number/Barcode: 06204-1007

    Category Name: Winter Looks

    Price: $18.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bring The Drama Puff Sleeve Bodysuit

    This puff sleeve bodysuit is just a little bit dramatic in the most fashionable way! It features long sleeves, a plunging neckline, dual snap closure, thong-cut bottom, and textured fabric with a moderate stretch. Style with a bodycon skirt and heels.

    Fit & Features

    • Puff long sleeves, tapered cuffs
    • Plunging V-neckline
    • Dual snap closure, thong-cut bottom
    • Textured knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4313

    Category Name: Winter Looks

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Timelessly Chic Plaid Blanket Scarf

    Keep it timelessly chic with a scarf to add that cozy touch to your outfit. The scarf features a plaid print and an oversized blanket style. Complete look with a bodysuit and ankle booties.

    Fit & Features

    • Plaid print 
    • Oversized blanket style 
    • Brushed knit fabric 

    Style Number/Barcode: 07305-0318

    Category Name: Winter Looks

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Finishing Touch Chain Link Boater Hat

    Top off your look in this chic boater hat featuring a chain link, short brim. The hat is composed of faux wool material. Complete the look with a denim jacket and booties.

    Fit & Features

    • Chain link
    • Short brim
    • Faux wool material

    Style Number/Barcode: 07302-0397

    Category Name: Winter Looks

    Price: $7.97 $17.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In Plaid View Blanket Scarf

    This scarf is a winter must-have, plain and simple! This versatile scarf features a plaid print with short fringes around the edges. Wear it as a scarf, a wrap, or even a blanket! Complete look with ankle booties.

    Fit & Features

    • Plaid print
    • Short fringe trim
    • Soft cashmere-like fabric
    • Multiple ways to wear

    Style Number/Barcode: 07305-0342

    Category Name: Winter Looks

    Price: $3.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Houndstooth Paper Bag Skinny Pants

    Keep it classy and chic with paper bag pants that are perf for creating head-turning workwear outfits. The pants feature a classic houndstooth pattern, a high-rise paper bag waist, a hidden zipper front closure, a tie-waist belt with belt loops, subtle pleats, and a skinny leg fit. The pants are composed of a knit fabric that offers a form-hugging fit with slight stretch. Complete look with a bodysuit and blazer.

    Fit & Features

    • Houndstooth pattern
    • High-rise paper bag waist
    • Tie-waist belt with belt loops
    • Skinny leg fit
    • Knit fabric
    • Form-hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06402-0370

    Category Name: Winter Looks

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Moment Bell Sleeve Crop Top

    Create a chic moment with a top that impresses with stylish details! The top features a V-neckline, ruching at the center with a drawstring, long bell sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a plaid mini skirt. 

    Fit & Features

    • V-neckline
    • Ruching at center, drawstring
    • Long bell sleeves
    • Cropped hem
    • Ribbed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3558

    Category Name: Winter Looks

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Classic Cozy Plaid Scarf

    Layer on this classic cozy plaid scarf to elevate your winter looks! It features a chic plaid print with neutral tones, fringe detailing at the hems, and an oversized fit. Style this scarf with dark wash jeans and ankle booties.

    Fit & Features

    • Plaid print
    • Neutral tones
    • Fringe detailing
    • Oversized fit
    • Woven fabric, no stretch

    Style Number/Barcode: 07305-0320

    Category Name: Winter Looks

    Price: $3.97 $15.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Season Of Cozy Plaid Blanket Scarf

    Fall into cozy season with a scarf that is part stylish, part comfy. The scarf features a timeless plaid print, an oversized blanket fit, and a fringe trim. The scarf is composed of a soft-to-the-touch knit fabric. Complete look with a sweater and ankle booties. 

    Fit & Features

    • Plaid print
    • Oversized blanket fit 
    • Fringe hem 
    • Knit fabric 

    Style Number/Barcode: 07305-0319

    Category Name: Winter Looks

    Price: $3.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Essential Corduroy Button Down Mini Skirt

    This mini skirt is perf for nailing those effortlessly chic vibes! The skirt features a high-rise waist, a removable tie-waist belt with belt loops, a multi-button down front, slant pockets, and a mini-length hem. The skirt is composed of a corduroy fabric that offers a form-hugging fit. Complete look with a bodysuit and over-the-knee boots.

    Fit & Features

    • High-rise waist
    • Removable tie-waist belt with belt loops
    • Multi-button down front 
    • Slant pockets
    • Mini-length hem
    • Corduroy fabric, form-hugging fit, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0099

    Category Name: Winter Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Rhinestone Whiskey Girl Fluffy Slide Sandals
    Take a shot and add a little glam to your look with this pair of slide sandals! They feature a fluffy strap, an open toe, and a "Whiskey Girl" rhinestone accent. Wear them with jeans and a crop top for Happy hour!

    Fit & Features
    • Fluffy strap
    • Open toe
    • Whiskey Girl graphic
    • Rhinestone details
    • Fits true to size

    Style Number/Barcode: 07408-0076

    Category Name: Winter Looks

    Price: $4.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Raise The Bar High Rise Mom Jeans

    Raise the bar with jeans that take your look to the next level! The jeans feature a high-rise waist, a trendy mom leg, moderate destruction, a cropped cuffed hem. The jeans are composed of a cotton medium denim fabric that offers a relaxed fit with minimal stretch. Complete look with a graphic tee and combat boots. 

    Fit & Features 

    • High rise waist
    • Mom leg 
    • Moderate destruction
    • Cropped cuffed hem
    • Relaxed fit, minimal stretch, runs true to size
    • Single-button with hidden zipper closure
    • Traditional five-pocket with belt loop design

    Style Number/Barcode: 06602-0332

    Category Name: Winter Looks

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Casual Vibes Only Plaid Shacket

    Channel those casual vibes with a shacket to layer over your fav bodysuits! The shacket features a collared neckline, a multi-button down front, two chest pockets, long sleeves, and a trendy plaid print. The shacket is composed of a brushed faux wool material that offers a relaxed fit with minimal stretch. Complete look with ankle booties. 

    Fit & Features 

    • Collared neckline
    • Multi-button down front
    • Two chest pockets
    • Long sleeves
    • Long line length, dual side slits
    • Faux wool fabric, plaid print
    • Runs true to size

    Style Number/Barcode: 06204-1281

    Category Name: Winter Looks

    Price: $20.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Timelessly Chic Belted Trench Coat

    Keep it timelessly chic with a trench coat that adds that polished touch to your workwear outfits. The trench features a collared neckline with lapels, a double-breast button closure, long sleeves, a removable belt with loops, hidden side pockets, and a mid-thigh length. The trench is composed of a woven twill fabric that offers a relaxed fit with minimal stretch. Complete look with ankle booties.

    Fit & Features

    • Collared neckline with lapels
    • Double-breast button closure
    • Long sleeves
    • Removable belt with loops
    • Hidden side pockets, mid-thigh length 
    • Woven twill knit fabric
    • Relaxed fit, minimal stretch, runs true to size

    Style Number/Barcode: 06204-1261

    Category Name: Winter Looks

    Price: $15.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wardrobe Essential Mock Neck Top

    Step into sleek sophistication with this long sleeve mock neck top. Its snug fit and ribbed texture provides a flattering contour, while the mock neck design adds a polished look. Crafted from a soft knit fabric, this top ensures comfort and style go hand in hand. Ideal for layering under a blazer or wearing solo with high-rise jeans, makes it a versatile piece for any wardrobe. Whether dressed down with denim or paired with a pencil skirt, this top is a chic essential for the fashion-savvy individual

    Fit & Features

    • Fitted long sleeves
    • Mock neckline 
    • Form-hugging silhouette
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06002-1033

    Category Name: Winter Looks

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Rhinestone Tequila Girl Fluffy Slide Sandals
    Take a shot and add a little glam to your look with this pair of slide sandals! They feature a fluffy strap, an open toe, and a "Tequila Girl" rhinestone accent. Wear them with jeans and a crop top for Happy hour! 

    Fit & Features
    • Fluffy strap
    • Open toe
    • Tequila Girl graphic
    • Rhinestone details
    • Fits true to size 

    Style Number/Barcode: 07408-0074

    Category Name: Winter Looks

    Price: $9.97 $25.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic In the Streets Pointed Toe Lucite Booties

    The streets are your runway with this stiletto bootie! They feature a pointed toe, lucite stiletto heel, and an above-the-ankle length. Complete your look with a sexy bodycon dress and crop jacket. 

    Fit & Features

    • Pointed toe
    • Lucite stiletto heel
    • Above-the-ankle fit
    • Runs true to size

    Style Number/Barcode: 07403-1303

    Category Name: Winter Looks

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Feeling Wild Leopard Knit Vest

    Channel your wild side with a vest that can be layered over your favorite long sleeve tops. The vest features a trendy leopard print, a sleeveless V-neckline, and a ribbed hem. The vest is composed of a soft-to-the-touch knit fabric that offers a relaxed fit with a moderate stretch. Complete look with combat boots.

    Fit & Features

    • Sleeveless V-neckline
    • Leopard print
    • Ribbed hem 
    • Knit fabric 
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1110

    Category Name: Winter Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Comfort Is Key Eyelash Shorts

    After a long day, putting on these comfy shorts is key for having a lounge sesh! They feature a high-rise waist and a fitted hem. The shorts are composed of a fuzzy knit fabric with a moderate stretch. Style with the matching bralette.

    Shop Matching Bralette: Comfort Is Key Eyelash Bralette

    Fit & Features

    • High-rise waist
    • Fitted hem
    • Fuzzy knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0682

    Category Name: Winter Looks

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Comfort Is Key Eyelash Bralette

    After a long day, putting on this comfy bralette is key for having a lounge sesh! It features a plunge V-neckline, crop hem, and a criss-cross back detail. The bralette is composed of a fuzzy knit fabric with a moderate stretch. Style with the matching shorts.

    Shop Matching Bottoms: Comfort Is Key Eyelash Shorts

    Fit & Features 

    • Plunge V-neckline
    • Crop hem
    • Criss-cross back detail
    • Fuzzy knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 07107-0659

    Category Name: Winter Looks

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale